42411-39-2

Usage

Uses

Used in Organic Synthesis:
[R,(+)]-2-Chloropropionic acid ethyl ester is utilized as a reagent in organic synthesis for its ability to facilitate the formation of desired chemical products. Its unique structure allows it to participate in various chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, [R,(+)]-2-Chloropropionic acid ethyl ester is employed as an intermediate. Its involvement in the production process is crucial for the synthesis of specific medicinal compounds, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, this ethyl ester derivative is used as an intermediate in the manufacturing of various agrochemicals. Its role is pivotal in creating products that are essential for agricultural applications, such as pesticides and herbicides, which are designed to protect crops and enhance agricultural productivity.
Used as a Solvent in Chemical Processes:
[R,(+)]-2-Chloropropionic acid ethyl ester also serves as a solvent in a variety of chemical processes. Its solvent properties are harnessed to dissolve other substances, enabling the smooth progression of chemical reactions and processes within the industry.
Safety Considerations:
Given that [R,(+)]-2-Chloropropionic acid ethyl ester is flammable, it is imperative that it is handled and stored with caution. Adequate safety measures should be implemented to prevent accidents or hazards, ensuring the safe use of [R,(+)]-2-Chloropropionic acid ethyl ester in various applications.

Upstream product

• 89-78-1 (3R)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 89-78-1 (3S)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 687-47-8 (S)-Ethyl lactate 
• 108-91-8 cyclohexylamine 
• 687-47-8 (-)-ethyl lactate 
• 100-46-9 benzylamine 
• 760-11-2 (-)-Chlorsulfonsaeure-(1-aethoxycarbonyl-aethylester) 
• 7699-00-5 (R)-Ethyl lactate 
• 64-17-5 ethanol 
• 57057-80-4 ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate 

Downstream Products

• 89-78-1 (3S)-3-methyl-6-(1-methylethyl)cyclohexanol 
• 55284-69-0 (1R)-Menthyl (D)-2-chloropropanoate 
• 115206-92-3 (2R,5S)-5-Benzyloxymethyl-2-methyl-3-oxoperhydro-1,4-oxazin 
• 115207-00-6 (1'R,2R)-N-(1'-Benzyloxymethyl-2'-hydroxyethyl)-2-chlorpropionsaeureamid 
• 37493-14-4 (R)-(-)-2-chloro-propan-1-ol 
• 276682-02-1 methyl (2R)-S-tritylthiolactate 
• 94050-90-5 (R)-2-(4-hydroxyphenoxy)propionic acid 
• 7474-05-7 (R)-2-chloropropionic acid 
• 131432-90-1 (R)-N-Benzyl-2-chloropropionamide 
• 5978-70-1 (R)-Octan-2-ol 
• 129974-85-2 (S)-1-Methylheptyl (D)-2-chloropropanoate 

Relevant academic research and scientific papers

Optimization of the use of a chiral bio-based building block for the manufacture of DHPPA, a key intermediate for propionate herbicides

An alternative route for the production of (R)-2-(4-hydroxyphenoxy) propionic acid (DHPPA), a key intermediate in herbicide chemistry, is proposed. This route makes use of a chiral building block, initially produced by fermentation. The route has been optimized based on two steps: chlorination and etherification. The chlorination step has a maximum ee of 99% and a yield of 85% after distillation. The etherification step has a yield of 66%. Comparison of the route with the industrial standard shows a significant improvement in terms of green chemistry: waste streams are lowered up to 7-fold and the toxicity of the waste streams is reduced. This journal is the Partner Organisations 2014.

CaF2 catalyzed SN2 type chlorodehydroxylation of chiral secondary alcohols with thionyl chloride: A practical and convenient approach for the preparation of optically active chloroalkanes

A CaF2 catalyzed chlorodehydroxylation of chiral secondary alcohols with thionyl chloride has been developed. The chlorination reaction is effective for a wide range of alcohols, generating the corresponding chloroalkanes in good yield with high optical purity with inversion of the original configuration of the alcohol.

Lipase catalysed synthesis of optically enriched α-haloamides

An efficient lipase catalysed synthesis of optically enriched α-halogenated amides with concomitant optical enrichment of the starting α-haloesters is described. Candida antarctica lipase (CAL) was found to be a better catalyst over porcine pancreatic lipase (PPL) and Candida cylindracea lipase (CCL). The effect of different organic solvents was also studied.

Synthesis of enantiomerically pure (R)- and (S)-2-sulfanylpropanoic acids ('thiolactic acid') from ethyl (S)-lactate using pig liver esterase

The methanesulfonates of optically pure ethyl (S)-lactate or ethyl (R)-2-chloropropanoate 5, obtained with inversion of configuration from ethyl (S)-lactate on treatment with SOCl2, can be substituted by caesium thiolates with inversion of configuration to yield (R) and (S) ethyl 2-(acetylsulfanyl)propanoate, 2a and 2b, respectively.Hydrolysis of the carboxy ester of 2a, 2b to the acid under common acidic or basic conditions always leads to substantial racemisation.However, the use of the mild biocatalyst pig liver esterase (PLE) at neutral pH yields the carboxylic acids 4a and 4b without racemisation.The acetylsulfanyl group remains unaffected during this process.Subsequent treatment of the acetylsulfanyl group of 4a or 4b with 2 mol dm-3 aqueous ammonia leads to the useful optically pure building block (R)- or (S)-2-sulfanylpropanoic acid ('thiolactic acid') 3a, 3b in an overall yield of 65percent based on cheap ethyl (S)-lactate.

ENZYMATIC RECOGNITION OF DIASTEREOMERIC ESTERS

Aiming to improve the enantioselectivity of enzymatic resolution of esters, lipase catalyzed hydrolysis of (D)- and (L)-2-chloropropanoates of four racemic alcohols and transesterification of ethyl (DL)-2-chloropropanoate with optically pure alcohols was investigated.Thus, (rac)-endo-2-norbornyl (L)-2-chloropropanoate was hydrolized by lipase P about 5 times more selectively than its corresponding (D)-counterpart and optically pure (1R,2S,5R)-menthol was obtained by transesterification of its racemate with ethyl (D)-2-chloropropanoate using Candida cylindracea (CC)lipase.From the results obtained it seems obvious that lipases CC and P mainly can recognize the chirality of an alcohol moiety rather than that of an acid